1,4-二羟基蒽醌

1,4-二羟基蒽醌用途

Quinizarin (1,4-Dihydroxyanthraquinone) 是 Doxorubicin、Daunorubicin、Adriamycin 等抗癌药物的一部分,通过插入方式与 DNA 相互作用 (Kd=86.1 μM)。Quinizarin 是一种杀菌剂和杀虫剂,并已显示出抑制肿瘤细胞生长的能力。

1,4-二羟基蒽醌名称

[ CAS 号 ]:
81-64-1

[ 中文名 ]:
1,4-二羟基蒽醌

[ 英文名 ]:
Quinizarin

[中文别名 ]:

[英文别名 ]:

MFCD00001209
EINECS 201-368-7
1,4-hydroxyanthraquinone
QUINIZARINE
DSD ACID
smokeoranger
1,4-Dihydroxy-9,10-anthraquinone
Quinizarin
Chinizarin
1,4-Dihydroxy-9,10-anthracene-dione

1,4-二羟基蒽醌生物活性

[ 描述 ]:

[ 相关类别 ]:

研究领域 >> 癌症

研究领域 >> 感染

信号通路 >> 细胞周期/DNA损伤 >> DNA/RNA合成

信号通路 >> 抗感染 >> 真菌

[体外研究]

1,4-二羟基蒽醌(1,4-DHAQ,一种荧光团)掺杂纤维素(CL)(表示为1,4-DHAQ@CL)微孔纳米纤维膜是通过简单的静电纺丝和随后的脱乙酰化得到的,用于水溶液中Cu(2+)的高灵敏度和选择性荧光检测[1]。

[参考文献]

[1]. Verebová V, et al. Anthraquinones quinizarin and danthron unwind negatively supercoiled DNA and lengthen linear DNA. Biochem Biophys Res Commun. 2014;444(1):50-55.

[2]. Dominic Cheuk, et al. Investigation into solid and solution properties of quinizarin.

[3]. Wang M, et al. Electrospun 1,4-DHAQ-doped cellulose nanofiber films for reusable fluorescence detection of trace Cu2+ and further for Cr3+. Environ Sci Technol. 2012;46(1):367-373.

1,4-二羟基蒽醌物理化学性质

[ 密度 ]:
1.5±0.1 g/cm3

[ 沸点 ]:
465.3±40.0 °C at 760 mmHg

[ 熔点 ]:
198-199 °C(lit.)

[ 分子式 ]:
C₁₄H₈O₄

[ 分子量 ]:
240.211

[ 闪点 ]:
249.3±23.8 °C

[ 精确质量 ]:
240.042252

[ PSA ]:
74.60000

[ LogP ]:
4.47

[ 外观性状 ]:
橙色或红色结晶粉末

[ 蒸汽密度 ]:
8.3 (vs air)

[ 蒸汽压 ]:
0.0±1.2 mmHg at 25°C

[ 折射率 ]:
1.733

[ 储存条件 ]:
室温

[ 水溶解性 ]:
<1 g/L (20 ºC)

1,4-二羟基蒽醌MSDS

1,4-二羟基蒽醌毒性和生态

CHEMICAL IDENTIFICATION

RTECS NUMBER :: CB6600000

CHEMICAL NAME :: Anthraquinone, 1,4-dihydroxy-

CAS REGISTRY NUMBER :: 81-64-1

LAST UPDATED :: 199701

DATA ITEMS CITED :: 8

MOLECULAR FORMULA :: C14-H8-O4

MOLECULAR WEIGHT :: 240.22

WISWESSER LINE NOTATION :: L C666 BV IVJ DQ GQ

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :: Standard Draize test

ROUTE OF EXPOSURE :: Administration into the eye

SPECIES OBSERVED :: Rodent - rabbit

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Rodent - rat

DOSE/DURATION :: >5 gm/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Intraperitoneal

SPECIES OBSERVED :: Rodent - rat

DOSE/DURATION :: 2100 mg/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

TYPE OF TEST :: LD - Lethal dose

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: >10 gm/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Intravenous

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 320 mg/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

MUTATION DATA

TYPE OF TEST :: Mutation in microorganisms

TEST SYSTEM :: Bacteria - Salmonella typhimurium

DOSE/DURATION :: 100 ug/plate

REFERENCE :: MUREAV Mutation Research. (Elsevier Science Pub. B.V., POB 211, 1000 AE Amsterdam, Netherlands) V.1- 1964- Volume(issue)/page/year: 40,203,1976 *** NIOSH STANDARDS DEVELOPMENT AND SURVEILLANCE DATA *** NIOSH OCCUPATIONAL EXPOSURE SURVEY DATA : NOHS - National Occupational Hazard Survey (1974) NOHS Hazard Code - 82067 No. of Facilities: 563 (estimated) No. of Industries: 10 No. of Occupations: 9 No. of Employees: 6634 (estimated)

1,4-二羟基蒽醌安全信息

[ 符号 ]:

GHS09

[ 信号词 ]:
Warning

[ 危害声明 ]:
H410

[ 警示性声明 ]:
P273-P501

[ 个人防护装备 ]:
Eyeshields;Faceshields;Gloves;type N95 (US);type P1 (EN143) respirator filter

[ 危害码 (欧洲) ]:
Xi

[ 风险声明 (欧洲) ]:
R36/37/38

[ 安全声明 (欧洲) ]:
S22-S24/25

[ 危险品运输编码 ]:
UN 3077 9 / PGIII

[ WGK德国 ]:
2

[ RTECS号 ]:
CB6600000

[ 包装等级 ]:
II; III

[ 危险类别 ]:
4.1

[ 海关编码 ]:
2914610000

1,4-二羟基蒽醌合成路线

1,4-二羟基蒽醌上下游产品

1,4-二羟基蒽醌上游产品

1,4-二羟基蒽醌下游产品

1,4-二羟基蒽醌制备

苯酐和对苯二酚在硼酸存在下于浓硫酸中缩合，再经稀释、水洗、中和、氧化、压滤，得成品。原料消耗定额：对苯二酚550kg/t、苯酐1280kg/t、硼酸550kg/t、硫酸4300kg/t。

1,4-二羟基蒽醌海关

[ 海关编码 ]: 2914610000

[ 中文概述 ]:
2914610000 蒽醌。监管条件:无。增值税率:17.0%。退税率:9.0%。最低关税:5.5%。普通关税:30.0%

[ 申报要素 ]: 品名, 成分含量, 用途, 丙酮报明包装

[ Summary ]:
2914610000 anthracene-9,10-dione。Supervision conditions:None。VAT:17.0%。Tax rebate rate:9.0%。Lowest tariff:5.5%。General tariff:30.0%

1,4-二羟基蒽醌文献

In vitro inhibition of Streptococcus mutans biofilm formation on hydroxyapatite by subinhibitory concentrations of anthraquinones.

Antimicrob. Agents Chemother. 51 , 1541-4, (2007)

We report that certain anthraquinones (AQs) reduce Streptococcus mutans biofilm formation on hydroxyapatite at concentrations below the MIC. Although AQs are known to generate reactive oxygen species,...

Synthesis and activity of substituted anthraquinones against a human filarial parasite, Brugia malayi.

J. Med. Chem. 48 , 2822-30, (2005)

Lymphatic filariasis (elephantiasis) is a global public health problem caused by the parasitic nematodes Wuchereria bancrofti and Brugia malayi. We have previously reported anthraquinones from daylily...

Synthesis of glycoside derivatives of hydroxyanthraquinone with ability to dissolve and inhibit formation of crystals of calcium oxalate. Potential compounds in kidney stone therapy.

Eur. J. Med. Chem. 45 , 1001-7, (2010)

Synthesis of glycosyl derivatives of hydroxyanthraquinones (6-10) potentially useful for kidney stone therapy is presented. These compounds were analyzed as inhibitors of calcium oxalate crystals form...

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